Vacation Rentals & Homes in Sag Harbor

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354 homes

    29

    Sag Harbor Home w/Backyard-Access to Private Beach

    Hamptons / Sag Harbor

    Sag Harbor house

    4 8 2 nights min

    • 4 bedrooms
    • sleeps 8
    • 2 nights min
    • Child Friendly
    • Air conditioning

    Price per night from

    $859

    Responds fast!
    avg. 58 minutes

    Price per night from

    $859

      44

      Private Home In Sag Harbor / Southampton With Pool & Jacuzzi

      Hamptons / Sag Harbor

      Sag Harbor house

      6 12 min stay varies

      • 6 bedrooms
      • sleeps 12
      • min stay varies
      • Swimming pool
      • Child Friendly
      • Air conditioning

      Price per night from

      $932

      Responds fast!
      avg. 2 hours 39 minutes

      Price per night from

      $932

      (5) Excellent 

        15

        Beech Tree Cottage

        Hamptons / Sag Harbor

        Sag Harbor cottage

        2 4 2 nights min

        • 2 bedrooms
        • sleeps 4
        • 2 nights min
        • Beach / lakeside relaxation
        • Nearest beach 3 mi
        • Swimming pool
        “Loved this place” This is the perfect little getaway for those who wish to avoid the pretentiousness of East Hampton and Southampton and still enjoy everything that the Hamptons has to offer. Best things - very cute little cottage. Good enough spa
        …see more

        Price per night from

        $575

        Price per night from

        $575

          24

          New! 3BR Sag Harbor Cottage w/ Modern Charm!

          Hamptons / Sag Harbor

          Sag Harbor cottage

          3 6 3 nights min

          • 3 bedrooms
          • sleeps 6
          • 3 nights min
          • Child Friendly

          Price per night from

          $512

          Responds fast!
          avg. 58 minutes

          Price per night from

          $512

          (1) Excellent 

            16

            Chic and Modern Beach retreat with heated Pool

            Hamptons / Sag Harbor

            Sag Harbor house

            3 7 7 nights min

            • 3 bedrooms
            • sleeps 7
            • 7 nights min
            • Beach / lakeside relaxation
            • Nearest beach 0.5 mi
            • Swimming pool

            Price per night from

            $800

            Responds fast!
            avg. 1 hour 42 minutes

            Price per night from

            $800

            (5) Excellent 

              28

              Elegant Designer Hamptons Retreat in Sag Harbor

              Hamptons / Sag Harbor

              Sag Harbor house

              5 12 7 nights min

              • 5 bedrooms
              • sleeps 12
              • 7 nights min
              • Beach / lakeside relaxation
              • Nearest beach 1 mi
              • Swimming pool
              “Excellent vacation!” Beautifully decorated Designer home was fully furnished with great touches you would expect in a high end rental--soft linens and towels, mini ipods in docking stations around the house, fully stocked kitchen, fabulous pool and ba
              …see more

              Price per night from

              $2,791

              Responds fast!
              avg. 2 hours 39 minutes

              Price per night from

              $2,791

                28

                Sag Harbor Home w/ Pool - 5 Mins to Downtown!

                Hamptons / Sag Harbor

                Sag Harbor house

                4 8 min stay varies

                • 4 bedrooms
                • sleeps 8
                • min stay varies
                • Swimming pool
                • Child Friendly
                • Air conditioning

                Price per night from

                $604

                Responds fast!
                avg. 30 minutes

                Price per night from

                $604

                (2) Excellent 

                  14

                  Sag Harbor designer home, Chef's kitchen & one block from the water

                  Hamptons / Sag Harbor

                  Sag Harbor house

                  5 10 1 night min

                  • 5 bedrooms
                  • sleeps 10
                  • 1 night min
                  • Swimming pool
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $1,888

                  Responds fast!
                  avg. 3 hours 18 minutes

                  Price per night from

                  $1,888

                  (1) Excellent 

                    26

                    East Hampton/Sag Harbor Village Fringe

                    Hamptons / Sag Harbor

                    Sag Harbor house

                    6 12 6 nights min

                    • 6 bedrooms
                    • sleeps 12
                    • 6 nights min
                    • Nearest beach 3 mi
                    • Swimming pool
                    • Child Friendly

                    Price per night from

                    $3,452

                    Responds fast!
                    avg. 3 hours 39 minutes

                    Price per night from

                    $3,452

                      32

                      Lavish Sag Harbor House w/Pool & Tennis Court!

                      Hamptons / Sag Harbor

                      Sag Harbor house

                      7 14 min stay varies

                      • 7 bedrooms
                      • sleeps 14
                      • min stay varies
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $1,718

                      Responds fast!
                      avg. 58 minutes

                      Price per night from

                      $1,718

                        13

                        Newly Built Sag Harbor Home Steps From The Bay!!!

                        Hamptons / Sag Harbor

                        Sag Harbor house

                        2 6 7 nights min

                        • 2 bedrooms
                        • sleeps 6
                        • 7 nights min
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $740

                        Responds fast!
                        avg. 1 hour 54 minutes

                        Price per night from

                        $740

                          29

                          Sag Harbor Perfect For Extended Family and Friends

                          Hamptons / Sag Harbor

                          Sag Harbor house

                          5 10 2 nights min

                          • 5 bedrooms
                          • sleeps 10
                          • 2 nights min
                          • Beach / lakeside relaxation
                          • Nearest beach 6 mi
                          • Swimming pool

                          Price per night from

                          $1,724

                          Responds fast!
                          avg. 2 hours 55 minutes

                          Price per night from

                          $1,724

                            19

                            5 Min to Bridgehampton n Sag Harbor 8 Min Ocean

                            Hamptons / Sag Harbor

                            Sag Harbor house

                            4 9 2 nights min

                            • 4 bedrooms
                            • sleeps 9
                            • 2 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 7 mi
                            • Swimming pool

                            Price per night from

                            $1,724

                            Responds fast!
                            avg. 2 hours 55 minutes

                            Price per night from

                            $1,724

                              15

                              ROMANTIC LUXURY RETREAT WITH POOL & WATER VIEWS, 1 MILE FROM SAG HARBOR VILLAGE

                              Hamptons / Sag Harbor

                              Sag Harbor house

                              3 6 3 nights min

                              • 3 bedrooms
                              • sleeps 6
                              • 3 nights min
                              • Beach / lakeside relaxation
                              • Swimming pool
                              • Child Friendly

                              Price per night from

                              $914

                              Price per night from

                              $914

                              (1) Excellent 

                                19

                                Sag Harbor Village Fringe, Great Location

                                Hamptons / Sag Harbor

                                Sag Harbor house

                                4 8 6 nights min

                                • 4 bedrooms
                                • sleeps 8
                                • 6 nights min
                                • Nearest beach 3 mi
                                • Swimming pool
                                • Child Friendly

                                Price per night from

                                $2,290

                                Responds fast!
                                avg. 3 hours 39 minutes

                                Price per night from

                                $2,290

                                  7

                                  Hampton's Paradise sag Harbor, Southampton

                                  Hamptons / Sag Harbor

                                  Sag Harbor house

                                  6 12 30 nights min

                                  • 6 bedrooms
                                  • sleeps 12
                                  • 30 nights min
                                  • Child Friendly
                                  • Ask about pets

                                  Price per night from

                                  $1,149

                                  Price per night from

                                  $1,149

                                    13

                                    Summer in Sag Harbor - Sun Drenched Gem - Newly Renovated

                                    Hamptons / Sag Harbor

                                    Sag Harbor house

                                    3 6 7 nights min

                                    • 3 bedrooms
                                    • sleeps 6
                                    • 7 nights min
                                    • Child Friendly

                                    Price per night from

                                    $833

                                    Price per night from

                                    $833

                                    (1) Excellent 

                                      11

                                      Cottage in the historic district

                                      Hamptons / Sag Harbor

                                      Sag Harbor house

                                      2 4 2 nights min

                                      • 2 bedrooms
                                      • sleeps 4
                                      • 2 nights min
                                      • Suitable for children age 5+
                                      • Ask about pets

                                      Price per night from

                                      $691

                                      Price per night from

                                      $691

                                        9

                                        Sag Harbor Village House of Love

                                        Hamptons / Sag Harbor

                                        Sag Harbor house

                                        2 6 2 nights min

                                        • 2 bedrooms
                                        • sleeps 6
                                        • 2 nights min
                                        • Child Friendly
                                        • Air conditioning
                                        • Pet Friendly

                                        Price per night from

                                        $517

                                        Price per night from

                                        $517

                                          24

                                          Sag Harbor Home w/ Deck, Dock & Private Beach!

                                          Hamptons / Sag Harbor

                                          Sag Harbor house

                                          4 6 min stay varies

                                          • 4 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $344

                                          Responds fast!
                                          avg. 58 minutes

                                          Price per night from

                                          $344

                                            12

                                            Fantastic Sag Harbor 3 bed w Pool & great location

                                            Hamptons / Sag Harbor

                                            Sag Harbor house

                                            3 6 3 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 3 nights min
                                            • Nearest beach 1 mi
                                            • Swimming pool
                                            • Child Friendly

                                            Price per night from

                                            $1,149

                                            Price per night from

                                            $1,149

                                              26

                                              7mins to beach, Bike/Walk to Sag Harbor Village

                                              Hamptons / Sag Harbor

                                              Sag Harbor house

                                              3 6 6 nights min

                                              • 3 bedrooms
                                              • sleeps 6
                                              • 6 nights min
                                              • Child Friendly

                                              Price per night from

                                              $862

                                              Price per night from

                                              $862

                                                15

                                                Blissful Beach House on the Bay with everything close by

                                                Hamptons / Sag Harbor

                                                Sag Harbor house

                                                6 12 13 nights min

                                                • 6 bedrooms
                                                • sleeps 12
                                                • 13 nights min
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $1,260

                                                Price per night from

                                                $1,260

                                                  25

                                                  Relaxing, Beach Cottage, 5 mins walk to Beach

                                                  Hamptons / Sag Harbor

                                                  Sag Harbor house

                                                  3 6 2 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 2 nights min
                                                  • Child Friendly
                                                  • Air conditioning
                                                  • Private garden

                                                  Price per night from

                                                  $920

                                                  Price per night from

                                                  $920

                                                    33

                                                    Hamptons Home w/Solar-Heated Pool-Walk to Beach!

                                                    Hamptons / Sag Harbor

                                                    Sag Harbor house

                                                    4 10 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 10
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $950

                                                    Responds fast!
                                                    avg. 21 minutes

                                                    Price per night from

                                                    $950

                                                      7

                                                      Village traditional on a quiet cul de sac

                                                      Hamptons / Sag Harbor

                                                      Sag Harbor house

                                                      4 8 7 nights min

                                                      • 4 bedrooms
                                                      • sleeps 8
                                                      • 7 nights min
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $1,276

                                                      Price per night from

                                                      $1,276

                                                        25

                                                        Sag Harbor Luxury Estate + Concierge Services

                                                        Hamptons / Sag Harbor

                                                        Sag Harbor house

                                                        5 12 7 nights min

                                                        • 5 bedrooms
                                                        • sleeps 12
                                                        • 7 nights min
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $1,360

                                                        Price per night from

                                                        $1,360

                                                          17

                                                          Forest Guest Suite

                                                          Hamptons / Sag Harbor

                                                          Sag Harbor house

                                                          1 2 1 night min

                                                          • 1 bedroom
                                                          • sleeps 2
                                                          • 1 night min
                                                          • Nearest beach 4 mi
                                                          • Air conditioning
                                                          • Private garden

                                                          Price per night from

                                                          $201

                                                          Price per night from

                                                          $201

                                                            15

                                                            Newly Remodeled Home Down the Street from the Beach & Short Drive to Vineyards

                                                            Hamptons / Sag Harbor

                                                            Sag Harbor chalet

                                                            6 12 min stay varies

                                                            • 6 bedrooms
                                                            • sleeps 12
                                                            • min stay varies
                                                            • Child Friendly

                                                            Price per night from

                                                            $575

                                                            Price per night from

                                                            $575

                                                              18

                                                              Sag Harbor European Designer's Home

                                                              Hamptons / Sag Harbor

                                                              Sag Harbor house

                                                              4 8 30 nights min

                                                              • 4 bedrooms
                                                              • sleeps 8
                                                              • 30 nights min
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Car not necessary

                                                              Price per night from

                                                              $1,916

                                                              Price per night from

                                                              $1,916

                                                                39

                                                                The Seashell House

                                                                Hamptons / Sag Harbor

                                                                Sag Harbor house

                                                                4 10 90 nights min

                                                                • 4 bedrooms
                                                                • sleeps 10
                                                                • 90 nights min
                                                                • Beach / lakeside relaxation
                                                                • Child Friendly
                                                                • Pet Friendly

                                                                Price per night from

                                                                $977

                                                                Price per night from

                                                                $977

                                                                  17

                                                                  no longer avail property Sold !

                                                                  Hamptons / Sag Harbor

                                                                  Sag Harbor cottage

                                                                  3 8 2 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • 2 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $1,031

                                                                  Price per night from

                                                                  $1,031

                                                                  Great rentals within 20 miles that match your search

                                                                  Distance approx 5.49 km from Sag Harbor Show on Map

                                                                    18

                                                                    Newly remodeled mid century modern

                                                                    Hamptons / East Hampton

                                                                    East Hampton house

                                                                    4 8 7 nights min

                                                                    • 4 bedrooms
                                                                    • sleeps 8
                                                                    • 7 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Nearest beach 6 mi
                                                                    • Ask about children

                                                                    Price per night from

                                                                    $326

                                                                    Price per night from

                                                                    $326

                                                                    Distance approx 11.83 km from Sag Harbor

                                                                      9

                                                                      Seahaven Resort Motel Unit 8

                                                                      Hamptons / Southampton

                                                                      Southampton hotel apartment

                                                                      1 2 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • min stay varies
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $171

                                                                      Price per night from

                                                                      $171

                                                                      Distance approx 4.93 km from Sag Harbor Show on Map

                                                                        14

                                                                        Charming Hamptons Retreat June 1 - Sept. 5, 2017

                                                                        Hamptons / Water Mill

                                                                        Water Mill house

                                                                        2 6 14 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 14 nights min
                                                                        • Child Friendly
                                                                        • Pet Friendly

                                                                        Price per night from

                                                                        $912

                                                                        Price per night from

                                                                        $912

                                                                        Distance approx 18.69 km from Sag Harbor

                                                                        (1) Excellent 

                                                                          10

                                                                          Gorgeous 5 bedroom beach house in Culloden

                                                                          Hamptons / Montauk

                                                                          Montauk house

                                                                          5 9 7 nights min

                                                                          • 5 bedrooms
                                                                          • sleeps 9
                                                                          • 7 nights min
                                                                          • Child Friendly
                                                                          • Air conditioning
                                                                          • Private garden

                                                                          Price per night from

                                                                          $879

                                                                          Price per night from

                                                                          $879

                                                                          Distance approx 6.15 km from Sag Harbor Show on Map

                                                                            7

                                                                            water water everywhere

                                                                            Hamptons / Southampton

                                                                            Southampton house

                                                                            4 10 14 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 10
                                                                            • 14 nights min
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $937

                                                                            Price per night from

                                                                            $937

                                                                            Distance approx 7.38 km from Sag Harbor

                                                                              13

                                                                              Lushly Landscaped Contemporary With Pool East Hampton North

                                                                              Hamptons / East Hampton

                                                                              East Hampton house

                                                                              4 8 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • min stay varies
                                                                              • Nearest beach 1 mi
                                                                              • Swimming pool
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $586

                                                                              Price per night from

                                                                              $586

                                                                              About Sag Harbor

                                                                              Sag Harbor is historic hamlet with a real maritime vibe. If you're hoping to experience a unique culture, a world away from normal life, this quirky little resort is certainly an option for you. FlipKey has a great selection of homes to choose from. Book today to secure your Sag Harbor stay.

                                                                              About Sag Harbor

                                                                              Sag Harbor is a small village located in Suffolk County, New York and has an extremely rich history which tourists are still eager to discover to this day. The first settlers arrived in the 1600s, and by the 1800s became one of the busiest ports in the world, still famed for its marine heritage.

                                                                              Thanks to years of preservation and care, the majority of the architecture from the 18th and 19th centuries still remains, which include the likes of Greek Revival Houses and Victorian homes for the rich.

                                                                              The area within and around Sag Harbor has a great deal of nature, as well as many endangered species such as the eastern tiger salamander. Nature preserves in Sag Harbor include Barcelona Neck Preserve, Sag Harbor Woods Preserve and Cilli Farm. Here, you may be able to spot mammals such as the white-tailed deer, red fox, eastern coyote, mink and a variety of bat species.

                                                                              What to do

                                                                              If you're interested in seeking out the cultural sights of the region, why not visit the Sag Harbor Fire Department Museum? Built in 1833, this building was created due to four severe blazes which broke out in the 1800s. Now, it serves as a museum and displays a wide range of fire equipment and other interesting pieces to view.

                                                                              There's also the Sag Harbor Whaling and Historical Museum, located in an 1845 building. Here, you can explore displays of marine heritage with boat displays, models and furnishings as well as special exhibits.

                                                                              If you're looking to see more of the area, you may decide on taking a trip to the local rocky beach known as Foster Memorial Beach. Or, if you're looking for a taste of adventure, the most popular activities here are kayaking and boating out to Long Island. You will enroll in a two-day course which is ideal for beginners.

                                                                              Top Sea Harbor travel tips

                                                                              If you're looking to find a cheaper alternative than traveling to Suffolk County by plane, there is a bus which departs from Manhattan and will drop you off at Sag Harbor. The round-trip fare is just $53 per person.

                                                                              It would be advised to have a car to get around Sag Harbor, due to the remoteness of the town. This would also be advised if you plan on exploring the other local areas or are hoping to venture out further.

                                                                              The peak season to travel to this particular region is between May-September, so always book far in advance.

                                                                              Sag Harbor is the idealized quiet town you may have always wished to escape to; especially if you live in a busy city. Here, you can explore history culture and even try your hand at water-sports if you dare... Book your Sag Harbor vacation rental with FlipKey to start your next trip.